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Sinteza in pretvorbe 6-substituiranih-4,5-dihidropiridazin-3(2H)-onov
ID Frelih, Blaž (Author), ID Svete, Jurij (Mentor) More about this mentor... This link opens in a new window

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Abstract
V sklopu diplomskega dela smo iz ustreznih γ-keto kislin 1a in 1b ter hidrazin hidrata uspešno sintetizirali 6-substituirana-4,5-dihidropiridazin-3(2H)-ona 2a in 2b, pri čemer a označuje fenil, b pa metil substituiran analog. Spojino 2a smo nato poskušali reducirati do 6-feniltetrahidropiridazin-3(2H)-ona (3a) z različnimi reducenti. Ta pretvorba je bila le delno uspešna zaradi težave pri izolaciji. Spojino 3a pa je možno naprej uporabiti za tvorbo N,N-cikličnih azometin iminov preko 1,3-dipolarne cikloadicije. Spojini 2a in 2b smo uspešno oksidirali do ustreznih 6-substituiranih piridazin-3(2H)-onov 5a in 5b. Ti dve spojini sta potencialna reagenta v nadaljnjih fotokemijskih pretvorbah.

Language:Slovenian
Keywords:piridazinoni, redukcija, oksidacija
Work type:Bachelor thesis/paper
Typology:2.11 - Undergraduate Thesis
Organization:FKKT - Faculty of Chemistry and Chemical Technology
Year:2023
PID:20.500.12556/RUL-149479 This link opens in a new window
COBISS.SI-ID:169113603 This link opens in a new window
Publication date in RUL:07.09.2023
Views:501
Downloads:51
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Secondary language

Language:English
Title:Synthesis and transformation of 6-substituated-4,5-dihydropyridazin-3(2H)-ones
Abstract:
As a part of this Bachelor’s thesis the 6-substituated-4,5-dihydropyridazin-3(2H)-ones 2a and 2b were synthetized using the corresponding γ-keto acids 1a and 1b and hydrazine hydrate (a = Ph, b = Me). Compound 2a was then reduced to 6-phenyltetrahydropyridazin-3(2H)-one (3a). Many different reducing agents were tested but only few of them yielded the desired compound 3a, which was obtained in low yield because of the problems with isolation. Compound 3a can be used in the synthesis of N,N-cyclic azomethine imines via 1,3-dipolar cycloaddition. Compounds 2a and 2b were successfully oxidised to 6-substituated pyridazin-3(2H)-ones 5a and 5b, which are potential reagents in photochemical reactions.

Keywords:pyridazinones, reduction, oxidation

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